3-[4-(3-Chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidin-3-ylamino]-phenol

ID: ALA121954

Chembl Id: CHEMBL121954

PubChem CID: 5327831

Max Phase: Preclinical

Molecular Formula: C17H13ClN6O

Molecular Weight: 352.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cccc(Nc2[nH]nc3ncnc(Nc4cccc(Cl)c4)c23)c1

Standard InChI:  InChI=1S/C17H13ClN6O/c18-10-3-1-4-11(7-10)21-15-14-16(20-9-19-15)23-24-17(14)22-12-5-2-6-13(25)8-12/h1-9,25H,(H3,19,20,21,22,23,24)

Standard InChI Key:  BUGPWXMPCMTLIX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA121954

   3-({4-[(3-chlorophenyl)amino]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}amino)phenol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 352.79

Molecular Weight (Monoisotopic): 352.0839

AlogP: 4.20

#Rotatable Bonds: 4

Polar Surface Area: 98.75

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.38

CX Basic pKa: 0.51

CX LogP: 3.92

CX LogD: 3.91

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.44

Np Likeness Score: -1.12

References

1. Traxler P, Bold G, Frei J, Lang M, Lydon N, Mett H, Buchdunger E, Meyer T, Mueller M, Furet P..  (1997)  Use of a pharmacophore model for the design of EGF-R tyrosine kinase inhibitors: 4-(phenylamino)pyrazolo[3,4-d]pyrimidines.,  40  (22): [PMID:9357527] [10.1021/jm970124v]

Source

Source(1):

• Scientific Literature